反应详情

温度

80 °C

A solution of 5-chloro-7′-iodo-2′-(morpholin-4-yl)-6′,7′-dihydro-3H-spiro[2-benzofuran-1,8′-[1,3]thiazolo[5,4-c]azepine]-3,4′(5′H)-dione (0.0430 g, 0.0809 mmol) and 2,2′-azo-bis-isobutyronitrile (0.000664 g, 0.00404 mmol) in toluene (2.0 mL) was heated at 80° C. for 10 minutes, then added tri-n-butyltin hydride (0.0644 mL, 0.239 mmol) dropwise. The solution was stirred at 80° C. for 16 hours. The reaction was incomplete by LCMS and TLC, so added additional and 2,2′-azo-bis-isobutyronitrile (2 mg) and tri-n-butyltin hydride (0.050 mL) and stirred at 80° C. for 4 hours. The reaction mixture was cooled to room temperature and the solvent was evaporated. The residue was purified by preparative HPLC to give the product (0.0100 g, 31%). LCMS: (AA) ES+ 406, 408. 1H NMR (400 MHz, d6-DMSO) δ: 8.50-8.28 (m, 1H), 7.92 (d, J=2.0 Hz, 1H), 7.78 (dd, J=8.2, 2.0 Hz, 1H), 7.64 (d, J=8.2 Hz, 1H), 3.60-3.51 (m, 4H), 3.52-3.42 (m, 1H), 3.32 (m, 1H), 3.23-3.06 (m, 4H), 2.72-2.60 (m, 1H), 2.37-2.24 (m, 1H).

1. temperatureThe reaction mixture was cooled to room temperature
2. customthe solvent was evaporated
3. customThe residue was purified by preparative HPLC